Vat dye.



' UNITED STATES-PATENT OFFICE.

HEBMANN FRIEDMANN, 0F ELBERFE'LD, GERMANY, ASSIGNOR- T0 FARBEN'FAIBRIKEN VORM. FRIEDR BAYER & CO., OF ELBERFELD,-GERMANY, A CORPORATION OF GER- MANY".

. VAT DYE.

Specification of Letters 'ratent.

No mawing'; Original application filed June 10,1911, s rial n 632,413. Divided and this application filed November 10, 1911." Serial No. 659,539.

To all whom it may concern:

4 Be it known that I, HERMANN FRIED- MANN, doctor of philosophy, chemist, citizen of-the GermanEmpire, residing atElberfeld, Germany, have invented new and useful Improvements in New Vat Dye, of which the following is ,a specificriion.

The present application which is" a divisional application from my application Ser. No; 632413 filed June 10, 1911, concerns the manufacture and production-of new vat dyes of the anthracene series having: most probably the formula NH o a (R meaning aryl such as phenyl, tolyl,'

The new dyes can be Obtained .by acylizing 'the dyestufi's described in my application Ser. 'No..63241 3 filed June 10, 1911 by means of acylizing agents such as acetyl chlorid,

benzoylchlorid, methoxy-benzoyl chlorid.

Li'--'}They are after being dried and pulverized yellow to orange powders soluble in pyridin, yielding red to brown vats with hydrosulfite and caustic'soda lye which vats dye cotton .35

generally from yellow to red-orange shades.

i In order to illustrate the new process more fully the following example is given, .the

parts being by weight :-To a solution of 1 part of the product obtained by combination of 1.2.t-triaminoanthraquinone and ortho-chloro-benzaldehyde in 10 parts of nitrobenzene, 1 part of benzoyl chlorid is I added and the mixture is heated to 150 C.

When the reaction is finished the mixture is cooled and the separated dyestuff is filtered 011: and dried. 'Thenew vat 'dyest'utt crystallizes in red needles which-a're soluble. in

concentrated sulfuric acid with a reddishyellow coloration and yields a red-brown vat; with hydrosulfite and NaOH from which cotton is dyed in a pure orange shade distinguished by its fastness to light, wash- Patented Apr. 1c, 1912.

ing' and ironing. The new dyestufi" thus obtained has probably the formula N -COCH5. I claim v 1. The herein described new vat dyestuffs having most probably the formula: a

NH.R1

(R meaning aryl and R meaning acyl) which are yellow to orange powders soluble in concentrated sulfuric acid with a red color; yielding a red to'brown vat, which dyes cotton from yellow to red-orange shades, on'sa-ponification furnishing the intermediate products from which they were produced by acylation, substantially as described.

2. The herein .described new. vat dyestuff having most probably-the formula:

which may be obtained in red-needles dissolving with a reddish-yellow coloration my hand in the presence of two subscribing in concentrated sulfuric acid, yielding a red- Witnesses. brown ya't with hydrosulfite and caustic soda lye whifih dyes cotton in a pure orange shade HERMANNIRIEDMANN' 5 listinguished by its'fastness to light, wash- Witnesses:

1n and ironing-substantially asdescribed. HELEN NUFER,

n testimony whereof I have hereunto set A. NUFEB. 

